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When it comes to winter footwear, most of us (understandably) default to snow boots and duck boots to protect us from the elements. For more formal occasions, such as going to work or on a date night, we recommend a pair of elegant dress boots. They are made of sturdy materials and luxe (usually leather) material so they can be worn with a suit and can withstand snow and sleet.
Plus, nothing beats opening the box containing your brand new soles, smelling the leather, and feeling the workmanship. Seriously, it’s intoxicating.
New to dress shoes? start with a classic chukka or Chelsea boot-in either black or brown. Keep weather in mind. A waterproof style is more practical in rainier areas than, for example, suede. This list should be kept handy so that you can update your style and add life to your wardrobe.
Read more: Best Winter Boots for Men
Thursday Boot Company Men’s Captain Cap Toe Leather Boots
They say fine wine tastes better as it ages. A great leather boot is no different. Available in 11 colors and made with 100% leather, you will want to keep the Captain lace-up boot within arms reach for years to come.
Gucci Men’s Lace-up Ankle Boot
Just like their horsebit loafers and ankle boots, Gucci’s are beautiful and built to last. They also make for great luxury gifts for men.
Magnanni Pierce Plain Toe Boot
This handsome design by Spanish shoemaker Magnanni will instantly elevate your daytime look with rich, pebbled skin and a simple toe. A cushioned, arch support footbed provides all-day comfort. For a winter-proof look, pair with dark wash jeans and a sweater.
Read more: Best Shoes for Men
Taft Clothing “The Livingston” Boot
If you think wool is only for warm sweaters, think again. Taft’s Livingston Boot is made from winter-ready printed wool with a Spanish leather wingtip accent. The Blake-stitched constructions make it easy to replace the sole if they are worn down (which we don’t think is surprising).
Coach Metropolitan Chelsea Boot
A pair of black Chelsea dress boots from Chelsea can make a great foundation for your evening outfit. The design by Coach features smooth leather and a rubber sole that is comfortable. There’s also a pull tab to allow for easy on-and off.
Cole Haan OriginalGrand Chukka Boots
If you’re looking to improve your footwear skills but don’t want to spend a lot on a dress boot, the redesigned OriginalGrand Chukka Boot Cole Haan may be a good choice. This elegant, leather-look boot is well balanced and features a sporty, ribbed middlesole. It’s a great way to start your dress boot journey.
Saint Laurent Men’s Wyatt 40 Harness Biker Boots
Saint Laurent invented the Western-meets–luxury boot and we don’t blame them. If you want to earn some serious style points, and add an inch at the same time, slip into the Wyatt 40 style with soft almond toe, rich calf leather, and ankle harness.
Clarks Men’s Bushacre 2
Suede Clark Chukka Boots are well-known for their versatility and durability. You can mix and match your Clark Chukka Boots with casual office attire or bring a neutral color (white, taupe) for your next vacation.
Mr. P. Andrew Split-Toe Shearling-Lined Suede Chukka Boots
Suede boots are a more casual option to leather. However, when done correctly, they can elevate any outfit. For greater versatility, choose a darker color than usual. This Mr. P design features a split-toe and Vibram leather soles. It also has recycled materials.
UGG Kirkson Boot
Boots that are worn in areas where it is often raining or snowing might need extra protection. This winter-ready UGG is made with waterproof leather, a wool blend liner for warmth and a molded rubber Vibram sole for increased traction.
Hugo Boss Side-zip ankle boots